When names Brook West as first chief revenue officer

By AI, Created 1:26 PM UTC, May 28, 2026, /AGP/ – When appointed veteran SaaS and healthcare executive Brook West as its first chief revenue officer as the workforce transition platform scales enterprise demand. The move comes as the company pushes deeper into employer, consultant, health plan and partner channels and builds on its 2024 launch, Series A financing and expanding customer base.

Why it matters: - When is moving from product-market fit to commercial scale. - The company is targeting employers facing rising healthcare costs and more complex workforce transitions. - The new revenue role signals a push to turn enterprise traction into repeatable growth across multiple channels.

What happened: - When named Brook West as chief revenue officer on June 1, 2026. - The role is the first chief revenue officer position at When. - West will lead sales, customer success, marketing, partnerships and revenue operations. - West joins When’s executive team as the company scales to meet demand from Fortune 50 and Fortune 500 employers.

The details: - When supports employers and employees through healthcare transitions tied to job exits and Medicare eligibility. - The platform offers an AI-driven health insurance marketplace with a personalized coverage-shopping experience. - When says the platform has delivered documented savings for employers. - The company closed its Series A in December with backing from 7Wire Ventures and ManchesterStory. - When says it enters 2026 with a growing enterprise customer base and deep distribution partnerships. - West brings more than 20 years of experience in healthcare and SaaS revenue leadership. - Her past roles include senior commercial leadership at Carrum Health, 98point6, Valant and Fuze. - West has helped venture-backed companies scale through multiple fundraising rounds and into category leadership. - West holds a BA in Linguistics and Russian from the University of Pittsburgh. - West is based in Seattle. - West joins Andy Hamilton, Dan Wertheimer, Patrick Koeller and Brett Cable on When’s C-suite. - Since launching in 2024, When says the platform has been used by more than 6,000 companies. - More than 1 million employees have had access to the platform during career transitions. - More information is available on the company’s website.

Between the lines: - The hire suggests When is broadening beyond early-stage growth into a more mature go-to-market structure. - West’s background in both healthcare and SaaS fits a company selling into employer benefits and insurance workflows. - The focus on post-employment and individual health insurance points to a market When believes is still underpenetrated.

What’s next: - West will build the commercial organization and expand relationships across employer, consultant, health plan and partner channels. - When will try to convert product traction and category momentum into durable revenue growth. - The company appears positioned to keep pursuing larger enterprise customers as demand accelerates.

The bottom line: - When is betting that a seasoned revenue leader can help it scale a niche healthcare-transition business into a larger enterprise platform.